0 comments/ 25614 views/ 3 favorites Chloe and James By: FuzzyWonderGoat "Hold still," he said, wrapping the second turn and pushing the working end through the back of the partially formed knot. "This is the part I've always had a little trouble with." Chloe complied, keeping as still as she could as James tucked the working end back through the front loop and then gently pulled until the knot was tight. Once it was formed, he slid the knot down, tightening the loop formed in the end...not too tight...no, wait, that wasn't right, it was uneven. With a frustrated sigh, he undid the knot, Chloe unable to suppress a small nervous swallow as he did so, and slowly retied it. There. That was it! Cinching the reformed knot down tight enough to do the job, yet not so tight as to constrict or cut off circulation, he stepped back to admire his handiwork. "I knew I remembered how to tie one of those!" he exclaimed, smiling broadly. Almost as an afterthought, he reached out and turned down the collar of the white button-down blouse Chloe was wearing over the necktie, then paused to take in the overall effect. The tie he'd just finished tying was plaid, though James was pretty sure there weren't any authentic tartans that were predominantly bubblegum pink. The tie matched a pleated skirt, not quite short enough to qualify as mini, but almost certainly too short to pass muster in an actual school uniform. A pair of white knee socks and – Chloe's idea, those – a pair of two-tone Oxfords completed the ensemble. Her honey-blonde hair was pulled into a pair of pigtails, and her grey eyes held a mix of excitement and just the slightest bit of uncertainty: after all, this was going to be something...new,for them. "Okay, you remember the arrangement," said James. "One hundred after the door closes, then follow me in." With that, he turned and went through the heavy wooden door they'd been standing in front of, closing it behind him as he did. Chloe closed her eyes, took a deep breath, tried to stop herself trembling even though it was with excitement rather than fear...one Mississippi...two Mississippi...what was the safety word again?... Ninety-eight Mississippi...ninety-nine Mississippi...okay, here we go...she raised one hand, closed it into a fist, rapped on the door... "Enter!" came the sharp, loud reply. Chloe grasped and turned the knob, pulled the door open, and stepped through. The walls of the room were paneled in dark wood, the built-in bookcases matching it and the trophy case and massive desk coming close to doing so. There was a maroon armchair in a corner, and two straight-backed chairs facing the desk from near the center of a predominantly maroon patterned rug. James was sitting behind the desk. He rose as Chloe entered the room. "Close the door behind you, Chloe" he ordered. She quietly pushed the door to the hallway closed, walked across to one of the straight-backed chairs, and started to sit down. "I did not say 'have a seat'!" barked James. Chloe straightened and stood next to the chair she'd been about to sit in, hands at her sides, just managing to suppress a smile. Kind of like "Simon says" when I was a kid, she thought. This is a fun game, so far anyway... "Do you know why you've been called to this office?" asked James, stepping out from behind the desk. Chloe suddenly found herself having trouble keeping straight in her head what exactly they'd decided her infractions should be...she remembered that her skirt was supposed to be too short...and the bubblegum in her mouth reminded her of one of the other infractions...but what were the others? And what was supposed to come first? "Well, um, uh..." she began awkwardly. Great. Our first scene and I start it out by flubbing my lines. "Chewing gum in class?" offered James, scowling down at her. Oh yeah, that was supposed to have been first on the list, Chloe remembered. She smiled up at him and blew a bubble. As it popped she drew it back into her mouth with just the slightest little suggestive flick of her tongue and smirked defiantly up at her boyfriend. Chloe nearly inhaled her gum in the involuntary gasp that ensued as James swiftly cupped the back of her head with one hand, pulled her close against him with the other and drew her into a hard, almost brutal kiss -- his mouth was on hers, his tongue thrusting aggressively into her mouth, nothing like the almost tentative probes she was more used to his kisses beginning with. She tried to match his movements as his tongue swirled around hers, then the kiss was breaking...and she noticed how her heart was racing and how breathless she suddenly felt -- right before realizing her wad of bubblegum was no longer in her mouth. James turned and spat the gum into the wastebasket next to the desk. Chloe was still recovering -- even actually swaying on her feet a little -- when he said: "Now that we have dispensed with that, we can proceed to the next infraction: the allegation that your scooter is too short." Scooter? Thought Chloe with a start. Those things like a skirt only with shorts inside? But, I'm wearing a skirt! That's how we planned this scene...wasn't it? As she was pondering this, James walked around the desk, opened one of the top drawers and removed a steel ruler, and walked over to where Chloe was standing. He squatted down next to her so his head was at about waist height, then laid the ruler along the outside of her thigh. She shivered as the cold metal contacted her bare skin below the hem of the skirt, then realized she'd already been shaking with excitement -- in anticipation of what was planned...in the slight uncertainty James had introduced with his "scooter" comment... "Yes, just as I suspected: a good two inches too short!" came the pronouncement from just to one side of Chloe's left hip. "And...what's this?" he added, fingering the hem of her skirt. "Why, I believe this isn't a scooter at all...no, not any shorts inside...apparently not anything underneath!" he continued. Chloe sucked-in her breath sharply and stiffened as, coincident with those last four words, James' hand slid beneath the hem of her skirt and upwards: along the outside of her thigh, around to the back...up...to the underside of the nearest cheek of her ass...she tried to remain as still as she could as his fingers began to explore. As his fingertips found the edge of the thin, narrow strip of fabric running up between her asscheeks Chloe tensed even further, having a pretty good idea from when they'd worked this scenario out what was coming next. "A thong?" exclaimed James. "You know our policy on thong underpants, Chloe!" She felt her heart begin to pound. They'd worked-out and agreed-on the general outline of what was to come next, but she wasn't completely sure in what order things would be, or what form they would take. The uncertainty was even more exciting than she'd anticipated. "Given the number and severity of your infractions, I'm afraid I've no choice but to administer disciplinary action," said James, taking his hand out from under Chloe's skirt and standing before her. "Your necktie, please." "Sir?" replied Chloe uncertainly, gazing up at him and trying with decreasing success not to start shaking. With gentleness that surprised her, he reached up and began to undo the necktie he'd tied for her just before they'd entered the room, first loosening the loop around Chloe's neck, then slowly -- with deliberate slowness, she realized -- James pulled the ends back through the four-in-hand knot, unraveling it. When that was done, he grasped one end and just as slowly pulled it free. Chloe found herself very aware of the sensation of it sliding slowly across the back of her neck, through the collar of her blouse. And now he was doing something else with the tie, holding it up for Chloe to see as he did so. Chloe stared transfixed as she watched James form the necktie into two loops, loops he pulled through each other, tucking the ends of the tie over the center...forming a second pair of loops he then pulled the ends back through... "Turn around, Chloe," said James sharply, snapping her out of the reverie she suddenly realized she'd been slipping into. She knew (at least generally) what was coming next. She felt her heart begin to pound, and the shaking she'd been struggling to suppress begin in earnest as she wordlessly obeyed his command. Her back to him, she felt the fabric of the tie slip over her hands...onto her wrists... a sharp tug and she felt two of the loops she'd seen being formed tighten around her wrists. Another tug a couple of seconds later and, if James' spoken "there" was anything to judge by, it was done. Lightly, experimentally, Chloe tugged at her bonds. They didn't budge. She tried again, a bit harder. Still nothing. She tried jerking her hands back and forth, shearing her wrists past each other -- perhaps that would loosen her bonds some? Again no go. Her wrists were immobilized behind her back. A feeling of helplessness coupled with a rush of excitement ran through Chloe as she realized what she'd heard was true -- even though she was unattached to anything and her legs were still free, with her wrists bound she felt tied-up...and as if she were now James' to do with as he pleased... And then James' hand was back up her skirt, with a forceful suddenness that had Chloe reflexively jerking at her bonds and squirming, twisting, dancing from foot to foot in attempt to somehow evade... "Be still!" ordered James with a sharpness that had Chloe freezing in place with a startled little squeak. "Now, you know from the rules listed quite plainly in your student handbook that thong underpants are strictly prohibited at this school," he continued, relaxing the grip with which he'd squeezed one of her asscheeks as he'd ordered her to be still. His fingers began lightly, slowly tracing their way along the waistband of Chloe's thong as his lecture continued. "Your insistence on ignoring this rule suggests that you may benefit from having it explained to you why it was put in place. At your grade level, Chloe, girls' bodies are in the process of changing...you are, as you are well aware, becoming young women..." James' exploring fingers reached the centerline of the thong and switched direction, following one edge of the narrow strip of fabric that ran down the crack of her ass. Chloe stiffened, wondering as she did whether this would constitute some infraction of "being still." James' fingers continued making their way downwards as he continued explaining the supposed reason behind the 'no-thongs rule'. "As you become more womanly, you will naturally begin to draw the attention of men, both young and...older." He paused at that point, took a somewhat shaky breath and quickly licked his lips. Chloe managed -- barely -- to suppress a smile. He's playing a pretty credible Leering Old Pervert, she thought. I hope I'm doing a good job carrying the Rebellious Teen Caught Misbehaving end of things -- especially with us both in our late twenties... "At the same time, you girls are going to begin having certain, reciprocal...feelings of your own," added James. As he did his hand completed its journey, sliding smoothly between Chloe's legs, cupping and lightly squeezing her from behind. Chloe's eyes opened wide and she let out a squeak. A strong arm across her back prevented her from taking a reflexive step backward. She was pretty sure there hadn't actually been an audible "squish" just then, but it had sure felt as if there should have, both to her and, almost certainly, to him. She felt her cheeks burning and realized she must be blushing bright red -- though she really couldn't say what she should find embarrassing about being found wet by her boyfriend of more than a year, in the middle of a sexual situation. No sooner had James' fingers arrived between Chloe's legs than they started to withdraw – only to suddenly hook underneath the fabric of her thong and pull,sharply and forcefully. The panties ripped along the prescores that had been cut in them in preparation for the scene and then suddenly she wasn't wearing any. The skirt still covered her, but Chloe felt so...exposed, and found her attention drawn again to the necktie binding her wrists together behind her back. She felt her face flushing again -- or even more?, she wondered -- at the sight of the torn and...moist...remains of her underpants in her lover's -- no, headmaster's -- hand, then he tossed them aside onto the desktop. "In order for your punishment to make the necessary impression on you," explained James, "there must be no impediment to it, not even the flimsiest of ones. Let's see..." and then he was back up her skirt, groping and squeezing the cheeks of Chloe's ass, making her squirm, making her shift her weight from one foot to the other. She tugged reflexively at the bonds around her wrists, stamped a foot in unexpectedly real frustration... ...and then froze, went rigid, let out a sharp gasp and, before she could stop or suppress it a strained little moan as James' hand went between her legs, a finger slipping between already slippery lips... "Why you little minx!" exclaimed James, making Chloe gasp again, and jump. "You're enjoying this, aren't you?" Chloe clamped her mouth shut to avoid letting out a second moan as the intruding finger began to move, then as James repeated the last two words of his question she suddenly resolved to make a contest of it...to hold back on admitting that yes, she was enjoying this more than a little, was in fact closer to coming than she herself had realized only moments before. "Aren't you?" repeated James, lightly massaging her perenium, then moving forward, pressing at her entrance as if he were going to venture inside her but instead just picking up a little more lubrication and moving farther forward... "Aren't you?" he asked again, this time with a smile that told Chloe he'd realized the contest was on, as he began to do the things he knew from experience she liked having done with her inner folds, the indirect tension tugging at her hardening clit... "Aren't you, you rebellious little hussy?" James' finger was moving a bit faster now, beginning to make little circles. The thinnest little groan escaped from between Chloe's tightly compressed lips as she continued shifting her weight from foot to foot as her hips began to squirm and gyrate, to answer nonverbally the question she was determined not to answer aloud. A sharp inhalation through the nose followed by a squeal behind those refusing-to-part lips as James picked-up a last extra dose of lubrication and moved forward to her clit. Chloe clenched her teeth as James began to slowly roll the firm little bump back and forth beneath its hood. A bit faster now; she clenched her jaw harder even as she began rolling her hips in time with his fingering and her breathing began to quicken. A strained little whimper escaped her throat as he began rubbing in little circles, the way he knew she liked it just before...as she was getting ready to...Chloe closed her eyes without even fully realizing she'd done so and concentrated on the sensations. She didn't even notice that James had gone silent, had stopped repeating his question. Yes...that's it...right there...oh don't stop don't stop I'm going to come whatever you do don't stop now... As if he'd been reading her mind (more likely my responses, some part of her corrected), James' hand was suddenly not only no longer on the brink of bringing her to orgasm but wasn't even touching her at all, was out from under her skirt. Chloe opened her eyes, surprised, quizzical, only then realizing she'd had them shut, starting as she found James' gaze boring intently into them. "You are enjoying this aren't you, Chloe? Answer the question, yes or no!" The word came rolling up out of Chloe's belly like a burp -- one she caught and swallowed just in the nick of time. One thing she failed to catch in time to stop it was the briefest little flash of a smile at this small victory. "I see," said James. And then his hand was back up Chloe's skirt, not delving into her cleft this time, at least not at first, instead drawing another whimper as he squeezed her labia around her now-swollen clitoris, then relaxed his grip, squeezed and released, squeezed and released...soon enough Chloe's body slipped seamlessly back into the response-cycle that had been interrupted moments before, though climbing towards its peak more slowly at the attenuated sensation. The climb sped up again as James removed his hand just long enough to moisten his fingers with saliva then was back between her legs...between her lips...this time a finger pressed into Chloe's flesh on either side of the ridge of her clitoris and began moving up and down, using the skin of her hood to stimulate it. It was another favorite technique of hers, though it usually took longer...not that it would this time...she was soon enough back to moving on his fingers...making little noises in the back of her throat...her eyes closed again... Oh this is it this is it this is absolutely it don't stop now I'm gonna I'mgonna... And then James was out from under Chloe's skirt again. "Admit it, you're enjoying this!" he snapped. "Aren't you?" he added, reaching back up and lightly tapping her cleft with his fingers, as if for emphasis, sending a jolt of pleasure through Chloe that almost was enough to send her over the edge. If my hands weren't tied I'd be using them to bring myself off I'm so close now, she found herself thinking. She realized she was shaking, literally trembling for release. "Aren't you?" more sharply, accompanied by another tap that this time lingered just long enough for a brief jiggle. "Yes! Yes!" the word tore itself from Chloe twice in rapid succession, as if independent of her conscious will. She only even fully realized she was saying it the second time. Her cheeks burned as she realized she'd lost this little battle. But at least there'd be a consolation prize, she thought, surely he won't leave me just hanging this close to coming.?. James folded his hands in front of himself and smiled. "There, now. That wasn't so difficult to admit, was it?" Before Chloe could even begin to formulate a response, he continued. "Something else I couldn't help but notice, in addition to your rather evident...overeagerness...Chloe: Lift up your skirt!" Chloe started at the sharpness of this last command, then froze for a moment in confusion. This wasn't part of the scene they'd arranged. What was he getting at? A repetition of the command snapped her out of it and she fumbled to obey -- not that it was all that easy with her hands bound behind her back -- just the littlest bit of fumbling, though, and she had 'hold of the edge of her skirt, managed to gather the fabric in her hands, pulling it up, lifting it up, until she was exposed, naked from the waist down (well, at least naked from my waist down to my socks and shoes she unconsciously corrected herself.) "I thought so," intoned James. "Shouldn't girls your age have at least begun to grow pubic hair?" This was definitely off-script, and a little confusing. It had taken James awhile to talk Chloe into shaving -- not that she'd regretted it afterwards. The improvement to oral sex alone had been worth it...but before she could finish the train of thought, let alone start to try formulating an answer, James said "Very well, no need to answer. Unconventional removal of body hair. Obviously another infraction, I'll have to think of a suitable punishment, perhaps while you're receiving your discipline for your other transgressions. You may lower your skirt, Chloe." Chloe and James Chloe let go of the hem of her skirt, allowing it to fall at least more-or-less back into place. She was just beginning to try and think of where they were in the scenario and what came next when, quickly, suddenly, with a perfunctory "now then," James had ahold of her shoulders, was spinning her around to face the desk, was pushing her towards it and then bending her over it, pushing her down. Chloe gasped as the desktop came up to meet her and then let out a little sigh of relief as James slowed her and insured a soft landing (after all, it wasn't as if she could use her hands to catch herself!) and then he was pushing her forwards, her breasts compressed, her blouse sliding across the dark polished wood, brief vertiginous panicky sensation as he pushed her petite frame so far forward she felt her balance go, heels leaving the floor and hurriedly rebalancing as best she could on tiptoe. Chloe let out a startled squeak as James grabbed and flipped-up the hem of her skirt, exposing her bare ass to the air...and to its punishment. There was a pause, which Chloe wondered about for just the briefest moment before realizing James was admiring the view. She'd been self-conscious about her butt for, well, as long as she could remember -- had always thought of it as protruding too far, especially given her relatively narrow hips, had thought of it as a "bubblebutt," despite its muscular firmness. Early on in their relationship she'd been sure James was just flattering her when he'd told her how hot he thought it was, that he found it one of her most attractive features. She'd finally begun to believe him when the relationship had gotten physical, when the almost worshipful attention he lavished on it had at first embarrassed then begun to relax her...to the point where here, a year or so into things, she'd agreed to do a spanking scene with him -- and found herself getting heartily into it. And now she could feel his hands on her ass, gently massaging her asscheeks, now spreading them, now kneading them, working in a cirucular motion most of the time, starting up near the small of her back, working his way steadily downwards and inwards, towards her pussy...where Chloe felt the glow of their previous upskirt play returning. She shifted a little on the desktop, trying to get a little more comfortable, realized how stiff her neck was going to get if she kept holding her head up like she was and lay it down on the desk, turning her head and almost turning it to the other side as she caught sight of the torn and...well-moistened...remains of her thong lying only inches from her face. She could smell her own scent coming off of it quite strongly, which brought back a vivid replay in memory of earlier-on in the scene... James stopped his massage just short of Chloe's pussy and changed his technique, now stroking and caressing her buttocks, now tracing a fingertip ever-so-lightly down the cleft between those cheeks...finally reaching, pressing gently, gently against the rear juncture of another cleft...Chloe purred softly in her throat as he stroked this cleft, just a little... Then suddenly jumped as he jerked his hand away and snapped "Chewing gum in class! Eight strokes!" The blows rained down in rapid-fire succession, alternating cheeks, four on the upper outside section of each, delivered with the slightly cupped palm of James' hand as Chloe yelped and jumped and squealed and writhed. A pause afterwards, as she caught her breath, felt the spreading warmth in the cheeks of her ass...warmth that, she realized, was already somehow extending to her pussy. She felt herself suppressing the strangest urge to try and push herself at James, to encourage him to resume the spanking. Not that she had long to wait. "Second infraction: too-short skirt, seven strokes per inch under regulations!" Uhhm, how many inches under did he say I was? Thought Chloe dazedly. Oh, yeah, two...which makes fourteen... Chloe jumped at the first swat, and the second, which came right after, and then the third...and then there was a pause. After a couple of seconds the fourth blow came down, this time on the same cheek as the third. Then another pause, and then James' hand was down on the opposite cheek, only gently, caressing it, stroking and lightly squeezing before running a finger lightly down the cleft of her ass before cupping her pussy and gently squeezing her still-swollen labia together. Chloe groaned and reflexively pulled at the tie around her wrists, then found herself pushing herself at James as he lightly rubbed the outside of her lips. She suddenly realized just how much she still wanted the release he'd been so close to giving her while trying to get her to admit out loud she was enjoying herself. And then his hand was out from between her legs and its open palm brought down sharply on the asscheek he'd just been caressing and massaging. Another blow on the opposite cheek after just a second's pause, then another pause and his fingers were tapping at her...there...once, twice, again, Chloe gasping at the sensation each time. Then two more strokes, following quickly on each other, this time on the lower inside part of her buttocks -- Chloe could feel the jolts carry through to her pussy, almost like an attenuated version of the taps he'd just been giving. She whimpered softly. And then his hand was between her legs again, a single finger dipping this time into the cleft, stroking up-and-down most of its length, unhurriedly masturbating her as she felt her orgasm beginning to build again. Soon she was rocking back and forth in time with James' caresses, making little noises in her throat as she did. After only a few moments of this, his hand was again out from between her legs, cupping and stroking first one cheek of her ass and then the other, taking ahold of them with both hands and massaging in a circular motion that had her groaning appreciatively. And then two more blows, Chloe crying out, having gotten lost enough in the moment to almost have stopped expecting them. Another pause for that circular massaging, then two more strokes, then his fingers were there again, two of them dipping between her thoroughly moistened labia this time, sliding forward and spreading her open. Chloe moaned, low in her throat, then cried out sharply as the tips of those two fingers found her thoroughly sensitized clitoris. Once again those fingers pressed into the flesh on either side of Chloe's clit and began slowly moving back-and-forth, again rubbing the skin of the hood over the more sensitive regions it covered. Gradually James picked up the tempo. Chloe found herself moving with him, rocking herself back-and-forth as well as she could off-balance as she was while pulling and straining at the tie and realizing how much the sensations of immobilization were contributing to her arousal -- and, she was sure, the intensity of her impending orgasm. She began to vocalize as the moment approached, little -- then not so little -- grunts and groans and moans, when once more James' hand was out from between her legs and immediately two more strokes, again on the inner lower quadrant of her asscheeks, making her jump and yelp more than ever as the attenuated force of the blows again carried through to her pussy. The last two blows of this particular punishment, Chloe realized, as James counted aloud "Thirteen! Fourteen!" as he brought his hand down and then stopped. After a couple of seconds Chloe noticed how much she was shaking there on the desktop, how her breath had begun coming in ragged, shuddery gasps. Her head was spinning as she tried to remember what was next, what infractions remained. She wondered what their punishments would be. She didn't have long to wait. "As to your next offense, skirt instead of scooter with, shall we say, unnecessarily revealing underpants beneath. Let's see...let's see...normally either of those alone would be a half-dozen strokes. In combination, an even dozen -- plus two more for your incurring both infractions at the same time!" Chloe tensed in anticipation, a little smile coming to her lips as she waited for the blows to start raining down, no doubt with pauses for...benefits...between them. To her surprise, there was a delay as James continued speaking. "I couldn't help noticing certain noises you began making towards the end of the punishment for your last infraction. Most unladylike, I'm afraid something must be done about it before we continue. One alternative that comes to mind would be to gag you with the remains of your inappropriate underwear," said James. Chloe's eyes were drawn to the shredded sodden thong lying near her face on the desktop. He wouldn't, she thought, at the same time wondering whether he in fact would, and feeling not quite sure whether she was more repulsed or -- much to her own surprise -- turned-on by the idea. "A second alternative," continued James, "would be to have you concentrate on maintaining more appropriate vocalization, say by keeping count aloud of the individual strokes of your punishment." Chloe said nothing, until James picked up the remains of her thong and went to pinch her nose shut (to force her to open her mouth) and she found herself blurting "I'll count! I'll count!" James dropped the panties within inches of her nose and commenced administering the next two dozen strokes. "One!" cried Chloe, turning her reflexive yelp into a word. "Two!" less than a second later, on the other cheek of her ass. It started out pretty straightforward, James spanking Chloe slowly enough for her to count easily, with longer and longer pauses between to feel her up, first massaging her ass then, as the strokes themselves worked their way closer to her genital region, he returned his attention to Chloe's pussy. Teasing, at first, just sliding a fingertip lightly up and down the length of the outside of her cleft for a few seconds before withdrawing his attention from there and returning it to her "punishment." "Three!..Four!..Five!" Chloe called out, in time with each smack. "Six!" Back between her legs, now, more intimately this time, venturing back between her labia, teasing at Chloe's entrance, tugging at her inner folds, indirectly stimulating her clit, getting her ever more excited as she groaned and whimpered her appreciation, again pulling at her bonds in a sort of instinctual attempt to join actively in the fun, that attempt's frustration somehow taking her even higher... "Seven! Eight!..Nine! Ten!..Eleven!," the words coming out in a strange half-choke, half-sob as Chloe fought to retain enough control of her breath to form the words. And then James was grasping her by the hips and pulling her backwards, away from the desktop a little bit, her weight returning to her feet as she rocked back off tiptoe onto the flats of her soles. She frowned slightly, wondering what he might be up to, then her eyes went wide and she gasped as his hand was once more at her pussy -- in fact immediately and assertively at her clit, this time not from behind, but reaching around and beneath her, two fingers spreading her while the one between them penetrated to the second joint, its base pressing against the hardened little ridge of her clitoris. No teasing this time: James immediately began jiggling all three fingers rapidly from side to side. Almost as immediately Chloe was gasping, moaning, panting, grinding herself as best she could and beginning to babble nonsense as the orgasm James had been teasing her so by withholding so long built and built and built...closer and closer, even closer than before, no stopping it now she was sure of it...trembling now, hips beginning to buck up-and-down... And then he was stopping. Pulling his hand away yet again. The briefest little pause, maybe a second, both of them knowing what was coming (Chloe not completely sure she wasn't)... "Twelvethirteenfourteeenn!" Chloe surprised both of them by somehow managing to keep count as the final three strokes rained in rapid fire succession on alternating centers of her asscheeks, crying-out the first two numbers, half-panting, half-gasping the last, glad she had the heavy desk to lean forwards into, to take some of her weight off her now-shaking knees. For a moment she just lay there, shuddering, trying to catch her breath. Just long enough for her, through the haze, to begin to wonder "what next?" "Now," James breathed -- almost panted, really -- Chloe noted as she realized the extent to which he'd been teasing himself, too, holding back even as he kept her held-back, "there remains the issue of your...choice as to hair removal. What might be an appropriate punishment for such an infraction? Ah, I know..." And Chloe, suddenly, knew too, even before the sounds of belt and zipper being undone, even before James firmly grasped her hips, pulling her backwards as he drove forward... Chloe screamed as he entered her -- surprising them both, she wasn't usually that loud -- fast, hard, all the way. And then that scream was followed by another as James partially withdrew only to plunge into her again, the harsh, jabbing thrust filling her as his cock again buried itself to the root inside her. And then he was fucking her, hard and fast, not bothering to pace himself or slowly build speed, though Chloe was already so wet it didn't really matter. Again, some part of her mind was struck by how much their play had teased them both even as she grunted and moaned and panted and gasped, pushing back against James' thrusts as best she could from the position she was in as her hands jerked and twisted in her bonds, clenching and unclenching into fists, into claws...Chloe's gaze happened to fall on the shredded remains of her thong. Though the thought of being gagged with her own soiled panties was...maybe a bit much....she found the thought of being muffled or gagged in some way increasing her excitement even further. Definitely next time, she thought. James wasn't going to last long, Chloe realized, and she found herself wanting him to finish inside her, willing him to, crying out for him to as she abandoned her attempts to actively meet his thrusting and surrendered to his pushing and pulling her by the hips, even harder and faster now -- any second,she thought... And then suddenly James' thrusts slowed -- nearly stopped, really -- with him nearly all the way inside her. She had just enough time to start to be puzzled -- and just enough time for James to raise a hand to his mouth, unseen by her, and quickly wet two fingers -- and then his hand was once again snaking-around beneath her, expertly making its way between her legs...Chloe screamed yet again -- her loudest and most intense yet -- as his fingers found her swollen, mercilessly teased clit and then his fingertips were lightly, rapidly flicking back-and-forth across the taut hood and then she was coming, coming harder than she could recall ever having done, coming so hard she only noticed her knees buckling as James caught her, held her up, kept her from collapsing to the floor as she jerked and shuddered. She hoped he'd keep holding her like that, not the least because she wasn't at all sure her legs were up to the task of supporting her just yet. And then he was standing her up, turning her around. When did his cock slip out of me? she wondered dizzily, did I jerk it out of me when I came? Did he come? Gently, carefully he sat Chloe down on the edge of the desk and took a step back, seeming to sway on his feet a little as he did. Chloe started to tip over backwards, caught herself with her hands on the desktop behind her. She realized with a start that her face was wet as she started to catch her breath. Whoa, she thought, talk about intense! After a moment she noticed James' cock, still hard, and realized that he mustn't have come yet himself. She was just beginning to think in terms of what might be done to rectify that situation when James managed to get himself sufficiently under control to begin speaking again. "Is that...is that lipstick you're wearing, Chloe?" he asked, his breath catching in a sort of gulped pant right after the first two words. A moment of silent confusion, then she'd recovered enough to play along (though she wasn't sure yet quite where this was going), "Y-yes...sir," she stammered. "I do believe it is not one of the colors we allow at his institution, Chloe," said James in his Stern Headmaster voice, "what..punishment...would be appropriate for this...infraction?" he asked. "Ah! I know just the thing!" he added, just as Chloe was beginning to wonder whether he'd been speaking rhetorically or actually challenging her to come up with something. James slipped his hands underneath Chloe's arms and, not ungently, pulled her off the desk. Oh God, he's not going to want me to stand up again yet, is he? wondered Chloe. Nope, she realized -- along with, at least generally, what James had in mind as he eased her down...onto her knees...his still mostly hard cock bobbed before her, almost exactly at face-level. It wouldn't be quite the first time she'd given a hands-free blowjob, Chloe reflected as she parted her lips and started to carefully lean forward, though she had to admit not being able to use her hands was new. She pulled at her bonds, this time deliberately, the better to feel them, clenching her hands into fists as she did. She was stopped short of taking James into her mouth by him grasping her -- gently, yet firmly enough and close enough to her head to keep her from easily moving -- by the pair of schoolgirl-pigtails she'd tied her hair in, in preparation for the scene. Chloe tensed-up a little and looked questioningly up at James as the head of his cock pushed past her lips. She was a little concerned about gagging, with someone else in control of depth and timing. She immediately discovered she needn't have worried -- from experience, James had a good idea just how much Chloe could take, and it quickly became obvious he had no intention of exceeding that limit. Chloe relaxed, but maintained eye-contact with James as he began to fuck her mouth. Unable to use her hands, or even to move her head much, Chloe soon found things getting a little messy as she began salivating in response to having her mouth...filled. Soon she could feel a line of saliva running down her chin, and dripping from it. She began to wish for things to be over soon, not sure she wanted herself covered in drool. Almost as if on cue, James' body tensed, and began to tremble. Close since about the time he'd first entered her, he was now right on the edge. This's it, your turn, thought Chloe as, making sure to maintain eye-contact all the while, she did a little something with her tongue -- something she knew from experience he liked and which demonstrated that, if she were a schoolgirl, she was a much naughtier one even than the Stern Headmaster had imagined. And that was absolutely it. James' hips bucked, Chloe jerked her head back slightly (and a little painfully as her pigtails pulled where he still had ahold of them) to avoid being poked in the back of the throat and as she continued looking up at him saw him make that face, that familiar expression she'd so many times gazed up -- or down, or, on a couple of occasions, over her shoulder in a mirror -- at as her mouth was filled. There was more of it than she'd expected -- he must've been saving-up, she thought -- and though she managed to swallow most of it the awkward confines of her position kept her from preventing a little bit escaping by the same route her saliva had been taking and, Chloe found, the thought of getting her blouse soiled had her again pulling her head back, this time more insistently and James let go of her pigtails, releasing Chloe's head so she could duck-down and spit the little bit she hadn't managed to swallow (and that wasn't already on her chin) towards the floor. Chloe and James A panting, breath catching moment, a tiny string, she could feel, still hanging from her lower lip and then James' hands were under her arms, helping her up, back onto her feet. Her legs were still wobbly but she managed to stand with no real problem. And then he was ducking close to her, at first she thought he was going to kiss her, but he was reaching-around behind her, untying the necktie that was binding her wrists, slipping the loops over her hands and off. James took a step back from Chloe, finished untangling and straightening the tie and gently draped it across the back of her neck. For a moment he just gazed at her, visibly his usual self again, then pushed himself back into character to snap, as he took a step back from her, "I trust you've leaned your lesson then, Chloe? No further discipline required?" "Yes, sir," she managed, meekly, after a moment. "Good. Back to class with you, then," said James, giving the verbal signal they'd previously agreed upon that the role-playing session was over as he placed his hands on her shoulders and turned her towards the door to the room-- -- and then planted a final smack on one asscheek that made Chloe jump and squeal as it hurried her on her way. Back to class...in this condition? thought Chloe, giggling to herself at the mental image even as she raised one hand to begin to wipe her chin. This first roleplay session had been even more enjoyable than she'd expected, and as she left the room she found herself already thinking about "infractions" to be caught making next time...her mind wandered to some temporary tattoos she'd recently seen for sale...ah yes, she thought, but where to place them?...